{"title":"Linked PDF of Table of Contents","authors":"","doi":"10.1055/s-0040-1720091","DOIUrl":"https://doi.org/10.1055/s-0040-1720091","url":null,"abstract":"","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"28 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135047699","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Erratum - Synthesis of N -Propargyl Pyrrolylamides and Theoretical Study of Pyrrolylimide Reduction by NaBH 4","authors":"Sinan Basceken","doi":"10.1055/s-0040-1720090","DOIUrl":"https://doi.org/10.1055/s-0040-1720090","url":null,"abstract":"","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"70 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2023-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84411865","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Kankanala Naveen Kumar, Mouzma Mhate, Velayutham Ravichandiran, S. Swain
A photocatalyzed one-pot borylation of haloarene and reduction of aldehyde by cocatalysis of bis(pinacoloto)diboran/4-phenyl pyridine is reported. The reaction was carried out in a flow reactor by irradiating the reaction at 410nm, with residence time of 10 min. The method was successfully applied for the synthesis of tavaborole in a single step with 81% yield.
{"title":"Bis(pinacoloto)diboran/4-phenyl pyridine system for one-pot photocatalyzed borylation and reduction of aldehyde: synthesis of tavaborole in a flow reactor","authors":"Kankanala Naveen Kumar, Mouzma Mhate, Velayutham Ravichandiran, S. Swain","doi":"10.1055/a-2169-6200","DOIUrl":"https://doi.org/10.1055/a-2169-6200","url":null,"abstract":"A photocatalyzed one-pot borylation of haloarene and reduction of aldehyde by cocatalysis of bis(pinacoloto)diboran/4-phenyl pyridine is reported. The reaction was carried out in a flow reactor by irradiating the reaction at 410nm, with residence time of 10 min. The method was successfully applied for the synthesis of tavaborole in a single step with 81% yield.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"2 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2023-09-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74399390","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-09-01Epub Date: 2023-05-08DOI: 10.1055/a-2072-2754
Timothy J Barker, Andrew Bogatkevich, Dallas W Crowder, Sophia G Gierszal, Jacob C Hayes, Michael R Hollerbach, Richard W Russell
This short review summarizes our laboratory's development of benzylboronic esters as nucleophiles. Activation of the benzylboronic ester is achieved by irreversible coordination of an alkyllithium Lewis base to form a nucleophilic benzylboronate. This boronate was found to react with aldehydes, imines, ketones and alkyl bromides. A copper catalyst was employed in reactions of the boronate with epoxides and aziridines.
{"title":"Reactions of Benzylboronate Nucleophiles.","authors":"Timothy J Barker, Andrew Bogatkevich, Dallas W Crowder, Sophia G Gierszal, Jacob C Hayes, Michael R Hollerbach, Richard W Russell","doi":"10.1055/a-2072-2754","DOIUrl":"10.1055/a-2072-2754","url":null,"abstract":"<p><p>This short review summarizes our laboratory's development of benzylboronic esters as nucleophiles. Activation of the benzylboronic ester is achieved by irreversible coordination of an alkyllithium Lewis base to form a nucleophilic benzylboronate. This boronate was found to react with aldehydes, imines, ketones and alkyl bromides. A copper catalyst was employed in reactions of the boronate with epoxides and aziridines.</p>","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"55 17","pages":"2639-2647"},"PeriodicalIF":2.2,"publicationDate":"2023-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10545366/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41171502","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Linked PDF of Table of Contents","authors":"","doi":"10.1055/s-0040-1720089","DOIUrl":"https://doi.org/10.1055/s-0040-1720089","url":null,"abstract":"","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"26 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-08-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136243301","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Erratum - Synthesis and Optical Resolution of Inherently Chiral Fluorescent Calix[4]arenes and Their Application in Chiral Recognition","authors":"Fu Yang, Jun Luo, Yi-Chieh Chen, W. Chung","doi":"10.1055/s-0040-1720085","DOIUrl":"https://doi.org/10.1055/s-0040-1720085","url":null,"abstract":"","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"42 2 1","pages":"e1 - e1"},"PeriodicalIF":2.6,"publicationDate":"2023-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84113399","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Heteroatom-embedded polycyclic aromatic compounds (hetero-PACs) are a class of organic compounds contributing to a variety of research fields such as materials science, chemical biology and so on. For applications using hetero-PACs, efficient preparation of hetero-PACs is essential. In particular, reactions transforming unfunctionalized aromatic compounds to hetero-PACs using appropriate heteroatom-containing aromatic compounds (π-extending agents) represent the most ideal way to prepare hetero-PACs. In this review, such heteroatom-embedding annulative π-extension (hetero-APEX) reactions including their reaction mechanisms and scope of substrates are described.
{"title":"Heteroatom-Embedding Annulative π-Extension (Hetero-APEX) Reactions: An Overview","authors":"Hideto Ito, Kou P Kawahara, Kenichiro Itami","doi":"10.1055/a-2169-4078","DOIUrl":"https://doi.org/10.1055/a-2169-4078","url":null,"abstract":"Heteroatom-embedded polycyclic aromatic compounds (hetero-PACs) are a class of organic compounds contributing to a variety of research fields such as materials science, chemical biology and so on. For applications using hetero-PACs, efficient preparation of hetero-PACs is essential. In particular, reactions transforming unfunctionalized aromatic compounds to hetero-PACs using appropriate heteroatom-containing aromatic compounds (π-extending agents) represent the most ideal way to prepare hetero-PACs. In this review, such heteroatom-embedding annulative π-extension (hetero-APEX) reactions including their reaction mechanisms and scope of substrates are described.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"798 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2023-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85445000","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Linked PDF of Table of Contents","authors":"","doi":"10.1055/s-0040-1720083","DOIUrl":"https://doi.org/10.1055/s-0040-1720083","url":null,"abstract":"","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"10 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-08-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135065281","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
INTERVIEW SYNFORM You are a leading researcher in the field of organic synthesis. Could you tell us more about the importance of that field and your current research activities? Prof. T. S. Lee Since three scientists were awarded the No bel prize on “Electrically conductive plastic” in 2000, tons of organic materials have been developed for electronics and pho to nics. As a result, we can see various information through OLED-based smart phones and laptops. Electro-and photo-active organic materials are synthesized based on organic synthetic techniques, including many coupling reactions like Suzuki, Stille, Yamamoto, and Heck reactions. SYNFORM Please comment on your role as a member of the Associate Board of SynOpen. Prof. T. S. Lee My role is to assist with the rapid publication of high-graded papers. SYNFORM Could you tell us something about yourself outside the lab, such as your hobbies or extra-work interests? Prof. T. S. Lee My hobbies include running, golfing, boxing, watching TV, and reading.
{"title":"SYNFORM ISSUE 2023/9","authors":"M. Zanda","doi":"10.1055/s-0040-1720607","DOIUrl":"https://doi.org/10.1055/s-0040-1720607","url":null,"abstract":"INTERVIEW SYNFORM You are a leading researcher in the field of organic synthesis. Could you tell us more about the importance of that field and your current research activities? Prof. T. S. Lee Since three scientists were awarded the No bel prize on “Electrically conductive plastic” in 2000, tons of organic materials have been developed for electronics and pho to nics. As a result, we can see various information through OLED-based smart phones and laptops. Electro-and photo-active organic materials are synthesized based on organic synthetic techniques, including many coupling reactions like Suzuki, Stille, Yamamoto, and Heck reactions. SYNFORM Please comment on your role as a member of the Associate Board of SynOpen. Prof. T. S. Lee My role is to assist with the rapid publication of high-graded papers. SYNFORM Could you tell us something about yourself outside the lab, such as your hobbies or extra-work interests? Prof. T. S. Lee My hobbies include running, golfing, boxing, watching TV, and reading.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"348 1","pages":"A149 - A166"},"PeriodicalIF":2.6,"publicationDate":"2023-08-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77785565","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract Avian pathogenic Escherichia coli O1 (APEC O1) is a pathogenic bacterium that causes significant economic losses in the poultry industry and raises concerns about zoonotic infections. The development of effective vaccines against APEC O1 is essential due to antibiotic resistance and the potential for severe symptoms in both chickens and humans. In this context, we have been focusing on the O1A, O1B, and O1C antigen structures derived from E. coli O1 lipopolysaccharide (LPS). In this study, the first synthesis of the pentasaccharide repeating units of the O1B and O1C antigens was successfully achieved. The synthesis and immunological evaluation of their conjugates with bovine serum albumin (BSA) were conducted. Only the O1A-pentasaccharide structure is a glycotope candidate for APEC O1. Keyhole limpet hemocyanin (KLH)–O1A-pentasaccharide conjugate was also synthesized, and its immunogenicity was evaluated by the ELISA assay. The efficient production of antibodies capable of binding to both APEC O1 LPS and the O1A-pentasaccharide structure was observed, indicating that O1A-pentasaccharide is a promising vaccine candidate against APEC O1.
{"title":"Synthesis and Immunological Evaluation of Escherichia coli O1- Derived Oligosaccharide–Protein Conjugates toward Avian Pathogenic Escherichia coli O1 Vaccine Development","authors":"Katsunori Seki, Takumi Makikawa, Kazunobu Toshima, Daisuke Takahashi","doi":"10.1055/a-2152-0255","DOIUrl":"https://doi.org/10.1055/a-2152-0255","url":null,"abstract":"Abstract Avian pathogenic Escherichia coli O1 (APEC O1) is a pathogenic bacterium that causes significant economic losses in the poultry industry and raises concerns about zoonotic infections. The development of effective vaccines against APEC O1 is essential due to antibiotic resistance and the potential for severe symptoms in both chickens and humans. In this context, we have been focusing on the O1A, O1B, and O1C antigen structures derived from E. coli O1 lipopolysaccharide (LPS). In this study, the first synthesis of the pentasaccharide repeating units of the O1B and O1C antigens was successfully achieved. The synthesis and immunological evaluation of their conjugates with bovine serum albumin (BSA) were conducted. Only the O1A-pentasaccharide structure is a glycotope candidate for APEC O1. Keyhole limpet hemocyanin (KLH)–O1A-pentasaccharide conjugate was also synthesized, and its immunogenicity was evaluated by the ELISA assay. The efficient production of antibodies capable of binding to both APEC O1 LPS and the O1A-pentasaccharide structure was observed, indicating that O1A-pentasaccharide is a promising vaccine candidate against APEC O1.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"10 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-08-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135491942","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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